During the Schotten-Baumann reaction, exactly of phenol undergoes quantitative acetylation by reacting with of acetyl chloride () in the presence of aqueous . How many moles of phenyl acetate are isol

Question

During the Schotten-Baumann reaction, exactly $1 	ext{ mole}$ of phenol undergoes quantitative acetylation by reacting with $1 	ext{ mole}$ of acetyl chloride ($CH_3COCl$) in the presence of aqueous $NaOH$. How many moles of phenyl acetate are isolated as the major organic product?

Prashant Kotian · Accepted Answer

Correct answer: 1. The Schotten-Baumann reaction is a straightforward nucleophilic acyl substitution. One equivalent of the phenoxide nucleophile attacks one equivalent of the acyl chloride electrophile, releasing one equivalent of the chloride leaving group (which forms with the base). This stoichiometry yields exactly of the ester, phenyl acetate.

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